Elder Sign and Arkham Horror - A noob's tale

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/tg/, I'm in love with Elder Signs.

This is weird. Another friend tried to get me to play Arkham Horror and I hated it, it was so frackin' complex, or maybe he just didn't explain it right. But a buddy brought this game to a con and we played it and now I'm obsessed, I need to play this again.

I've never owned a board game like this so here's what I want to know...

-Is $35 good for a game like this? -Should I buy it secondhand?
-Is it worth going and trying to play it with complete strangers at a game shop?
-Is it still fun with only two people?
-Do you feel like a tool playing it by yourself?
-Should I give Arkham Horror another shot?
-How invested should I be in expansion packs?